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L0259

Sigma-Aldrich

Lucifer Yellow CH dilithium salt

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Synonym(s):
6-Amino-2,3-dihydro-1,3-dioxo-2-hydrazinocarbonylamino-1H-benz[d,e]isoquinoline-5,8-disulfonic acid dilithium salt
Empirical Formula (Hill Notation):
C13H9Li2N5O9S2
CAS Number:
67769-47-5
Molecular Weight:
457.25
Beilstein:
4644601
EC Number:
267-047-9
MDL number:
MFCD00006922
UNSPSC Code:
12171500
PubChem Substance ID:
24896250
NACRES:
NA.47

Quality Level

100

form

powder

color

faint orange to very dark orange

solubility

H2O: 1 mg/mL

fluorescence

λex 428 nm; λem 540 nm in H2O

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

2-8°C

SMILES string

[Li+].[Li+].NNC(=O)NN1C(=O)c2cc(cc3c(N)c(cc(C1=O)c23)S([O-])(=O)=O)S([O-])(=O)=O

InChI

1S/C13H11N5O9S2.2Li/c14-10-5-1-4(28(22,23)24)2-6-9(5)7(3-8(10)29(25,26)27)12(20)18(11(6)19)17-13(21)16-15;;/h1-3H,14-15H2,(H2,16,17,21)(H,22,23,24)(H,25,26,27);;/q;2*+1/p-2

InChI key

RPKCZJYDUKVMGF-UHFFFAOYSA-L

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General description

Lucifer Yellow CH is the hydrazine (-NH-CO-NH-NH2) form of the dye compared to Lucifer Yellow VS, which is the vinyl sulfone (-Ph-SO2-CH=CH2) form. Lucifer Yellow CH dilithium salt is a fluorescent dye(1) comprising of amino, sulfo and phenyl-N-hydrazinocarbonylamino substituents on the naphthalimide chromophore. The hydrophilic nature of Lucifer yellow CH underlies its numerous applications as a stain of living cells and tissues.

Application

Lucifer yellow CH has been used to stain nerve cells and to demonstrate electrical coupling between hamster oocytes and cumulous cells during meiotic maturation in vivo and in vitro.
Lucifer Yellow CH is mainly used as a tracer dye and useful in marking nerve cells.
A highly fluorescent dye, useful in marking nerve cells.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Metabolic, fluorescent dye and electrical coupling between hamster oocytes and cumulus cells during meiotic maturation in vivo and in vitro.
Racowsky, C. and Satterlie, R.A.
Developmental Biology, 108, 191-202 (1985)
Mariane C Vicente et al.
Experimental neurology, 328, 113250-113250 (2020-02-24)
The locus coeruleus (LC) is a pontine nucleus important for respiratory control and central chemoreception. It is affected in Alzheimer's disease (AD) and alteration of LC cell function may account for respiratory problems observed in AD patients. In the current
Ryota Fukushima et al.
The Journal of comparative neurology, 513(3), 315-330 (2009-01-17)
In insects, olfactory information in the glomeruli of the antennal lobe, the first olfactory center, is transmitted to the lateral protocerebrum and the calyx of the mushroom body via projection neurons. In male silkmoths (Bombyx mori), arborization patterns in the
G Sczakiel et al.
Analytical biochemistry, 181(2), 309-314 (1989-09-01)
A nonradioactive and rapid method to systematically optimize conditions for electrotransfection is described here for a critical parameter, the initial voltage. This technique utilizes the electric field-dependent transfer of the fluorescent compound Lucifer Yellow CH into cells. Dye uptake can
Qi-You Li et al.
Experimental eye research, 202, 108305-108305 (2020-10-21)
The biosafety and efficiency of transplanting retinal pigment epithelial (RPE) cells derived from both human embryonic stem cells (hESCs) and induced pluripotent stem cells (iPSCs) have been evaluated in phase I and phase II clinical trials. For further large-scale application
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